Private charters in Annapolis start around $449/hour on CharterXO with a typical 4-hour minimum. Larger yachts, peak-season dates, and custom itineraries run higher — you see a live quote before booking.
Annapolis, MD
Yacht Charters in Annapolis
CharterXO offers private yacht and boat charters in Annapolis, MD, starting at $449/hour with verified vessels and licensed captains. Book directly with the owner, split payments with your group, and skip broker paperwork — all from the CharterXO app.
Starting at $449/hour - verified yachts + licensed captains
Top Marinas
- Annapolis City MarinaSailing capital of America.
Popular Routes
- Chesapeake Bay day sail~3hClassic Chesapeake sailing experience.
Highlights
- -US Naval Academy views
- -Chesapeake Bay sailing
- -Blue-crab waters
June in Annapolis
Best time to charter in Annapolis
Late spring through early fall is peak charter season in Annapolis. Weekends book out fastest — reserve 3-4 weeks ahead for Saturdays, and consider a Thursday or Friday departure for better availability.
This month on CharterXO
June yacht charters: the northern peak begins
June is the first big month for northern charter markets — water is warm enough, winds are settled, and captains have their full summer schedules live. Fourth of July weekend goes on sale mid-June; demand doubles in the week leading up to it. Book by month-open for the best captain match.
Lock in a July 4th charter
Last updated
Common Questions About Charters in Annapolis
No. Every CharterXO listing in Annapolis is captained by a licensed professional — you relax, they drive. Bareboat (self-drive) options are available on request for qualified operators.
Peak weekends and holidays fill 3-6 weeks out in Annapolis. Weekday mid-season bookings are usually available within 48-72 hours. Message the owner directly on CharterXO to confirm availability.
Standard inclusions are the captain, fuel for typical cruising, ice, water, and basic safety gear. Food, alcohol, and special-request provisioning are add-ons — CharterXO's chat lets you coordinate these directly with the owner.
Own a boat in Annapolis? List it here.
Own a boat in Annapolis? CharterXO lists your vessel for free, routes qualified charterers to you, and handles payments end-to-end. You set your schedule and pricing; we handle discovery, booking, and the paperwork that usually kills weekends.
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